LUTEIN-EPOXIDE = TARAXANTHIN

Structure

2D structure of LUTEIN-EPOXIDE = TARAXANTHIN
2D structure
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3D model

Drawn and modelled with RDKit, 3D viewer 3Dmol.js. PubChem CID 5281244

Names and identifiers

Name

LUTEIN-EPOXIDE = TARAXANTHIN

Also reported as

TARAXANTHIN; TRANS-LUTEIN-5,6-EPOXIDE; TRANS-TARAXANTHIN

IUPAC name

(1R,3S,6S)-6-((1E,3E,5E,7E,9E,11E,13E,15E,17E)-18-((1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl)-3,7,12,16-tetramethyloctadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl)-1,5,5-trimethyl-7-oxabicyclo[4.1.0]heptan-3-ol

SMILES

CC1=C[C@@H](CC([C@H]1/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/[C@]23[C@](O2)(C[C@H](CC3(C)C)O)C)/C)/C)(C)C)O

General information

Molecular formula

C40H56O3

Molecular weight

584.89 g/mol

Monoisotopic mass

584.4229 Da

Classification

Pathway:
Superclass:
Class:
Glycoside:
No

Chemical classification: NPClassifier (Kim et al., 2021)

Plants with the compound

Plant Plant part Amount Reference
Asplenium trichomanes L. leaf -
Czeczuga, B. (1985). Carotenoids in sixty-six representatives of the Pteridophyta. Biochem Syst Ecol, 13(3), 221-230 doi:10.1016/0305-1978(85)90030-4
Equisetum arvense L. seedling -
Jim Duke's personal files.
Equisetum telmateia Ehrh. leaf -
Czeczuga, B. (1985). Carotenoids in sixty-six representatives of the Pteridophyta. Biochem Syst Ecol, 13(3), 221-230 doi:10.1016/0305-1978(85)90030-4
Medicago sativa L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Medicago sativa L. leaf -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Ranunculus acris L. subsp. acris - -
Egger, K. (1968). The identity of taraxanthin and lutein epoxide. Planta, 80(1), 65-76 doi:10.1007/bf00387190
Rosa canina L. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Rosa corymbifera Borkh. fruit -
List, P.H. and Horhammer, L., Hager's Handbuch der Pharmazeutischen Praxis, Vols. 2-6, Springer-Verlag, Berlin, 1969-1979.
Taraxacum F.H.Wigg. sect. Taraxacum - -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Taraxacum F.H.Wigg. sect. Taraxacum flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Tussilago farfara L. flower -
Duke, James A. 1992. Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.
Urtica dioica L. leaf -
Jim Duke's personal files.